Chloroethane → 4-Phenyl-4-propionyloxy-1-[2-[1-(3,4-dichlorophenyl)-2-(N-methyl-N-benzyloxycarbonylamino)ethoxy]ethyl]piperidine hydrochloride hemihydrate

HRID 1841

反応式

HRID 1841 の反応式
Cl.[OH:2][C:3]1([C:34]2[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=2)[CH2:8][CH2:7][N:6]([CH2:9][CH2:10][O:11][CH:12]([C:26]2[CH:31]=[CH:30][C:29]([Cl:32])=[C:28]([Cl:33])[CH:27]=2)[CH2:13][N:14]([CH3:25])[C:15]([O:17][CH2:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)=[O:16])[CH2:5][CH2:4]1.C(N(CC)CC)C.[C:47]([Cl:51])(=[O:50])[CH2:48][CH3:49].CCCl>C(Cl)Cl>[OH2:2].[ClH:32].[C:34]1([C:3]2([O:2][C:47](=[O:50])[CH2:48][CH3:49])[CH2:8][CH2:7][N:6]([CH2:9][CH2:10][O:11][CH:12]([C:26]3[CH:31]=[CH:30][C:29]([Cl:32])=[C:28]([Cl:33])[CH:27]=3)[CH2:13][N:14]([CH3:25])[C:15]([O:17][CH2:18][C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)=[O:16])[CH2:5][CH2:4]2)[CH:35]=[CH:36][CH:37]=[CH:38][CH:39]=1.[C:34]1([C:3]2([O:2][C:47](=[O:50])[CH2:48][CH3:49])[CH2:8][CH2:7][N:6]([CH2:9][CH2:10][O:11][CH:12]([C:26]3[CH:31]=[CH:30][C:29]([Cl:32])=[C:28]([Cl:33])[CH:27]=3)[CH2:13][N:14]([C:15]([O:17][CH2:18][C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)=[O:16])[CH3:25])[CH2:5][CH2:4]2)[CH:35]=[CH:36][CH:37]=[CH:38][CH:39]=1.[ClH:51]

参加物

6

反応物 4

HCID 6337ChloroethaneHCID 8471TriethylamineHCID 62324Propionyl chlorideHCID 196924894-Hydroxy-4-phenyl-1-[2-[1-(3,4-dichlorophenyl)-2-(N-methyl-N-benzyloxycarbonylamino)ethoxy]ethyl]piperidine hydrochloride

生成物 1

HCID 1317205614-Phenyl-4-propionyloxy-1-[2-[1-(3,4-dichlorophenyl)-2-(N-methyl-N-benzyloxycarbonylamino)ethoxy]ethyl]piperidine hydrochloride hemihydrate

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

670 mg of the compound obtained in EXAMPLE 9 are dissolved in 10 ml of methylene chloride, and 0.2 ml of triethylamine and 0.2 ml of propionyl chloride are then added, with stirring. After 15 minutes, the reaction mixture is washed with water and then with 10% Na2CO3 solution and the organic phase is dried over MgSO4 and concentrated under vacuum. The residue is chromatographed on silica gel H using DCM and then a DCM/MeOH mixture (97/3; v/v) as the eluent. The product obtained is taken up with DCM, acidified to pH 1 by the addition of hydrochloric ether and concentrated under vacuum to give 0.52 g of the expected hydrochloride after crystallization from pentane. M.p.=115° C. (dec.).

後処理

  1. washthe reaction mixture is washed with water
  2. dry with materialwith 10% Na2CO3 solution and the organic phase is dried over MgSO4
  3. concentrationconcentrated under vacuum
  4. customThe residue is chromatographed on silica gel H
  5. customThe product obtained
  6. concentrationconcentrated under vacuum

出典と根拠

ORDレコード
ord-1ef8b43a3b744c0190064171c4bf7822
出典データセット
uspto-grants-1998_03
特許番号
US05726313

関連ノート

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